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CHEBI:7522 - neriifolin

Default Structure
ChEBI IDCHEBI:7522
ChEBI Nameneriifolin
Stars
DefinitionA cardenolide glycoside that is digitoxigenin in which the hydroxy goup at position 3 has been converted to its (6-deoxy-3-O-methyl-α-L-glucopyranoside derivative. Found in the seeds of Cerbera odollamand in Thevetia ahouia and Thevitia neriifolia.
Last Modified28 July 2014
DownloadsMolfile
FormulaC30H46O8
Net Charge0
Average Mass534.690
Monoisotopic Mass534.31927
SMILES[H][C@]12CC[C@]3([H])[C@]([H])(CC[C@@]4(C)[C@]3(O)CC[C@]4([H])C3=CC(=O)OC3)[C@@]1(C)CC[C@H](O[C@@H]1O[C@@H](C)[C@H](O)[C@@H](OC)[C@@H]1O)C2
InChIInChI=1S/C30H46O8/c1-16-24(32)26(35-4)25(33)27(37-16)38-19-7-10-28(2)18(14-19)5-6-22-21(28)8-11-29(3)20(9-12-30(22,29)34)17-13-23(31)36-15-17/h13,16,18-22,24-27,32-34H,5-12,14-15H2,1-4H3/t16-,18+,19-,20+,21-,22+,24-,25-,26+,27-,28-,29+,30-/m0/s1
InChIKeyVPUNMTHWNSJUOG-BAOINKAISA-N
Roles Classification
Biological Role:
toxin  Poisonous substance produced by a biological organism such as a microbe, animal or plant.
Applications:
neuroprotective agent  Any compound that can be used for the treatment of neurodegenerative disorders.
cardiotonic drug  A drug that has a strengthening effect on the heart or that can increase cardiac output.
cardioprotective agent  Any protective agent that is able to prevent damage to the heart.
ChEBI Ontology
Outgoing Relation(s)
neriifolin (CHEBI:7522) has functional parent digitoxigenin (CHEBI:42219)
neriifolin (CHEBI:7522) has role cardiotonic drug (CHEBI:38147)
neriifolin (CHEBI:7522) has role neuroprotective agent (CHEBI:63726)
neriifolin (CHEBI:7522) has role toxin (CHEBI:27026)
neriifolin (CHEBI:7522) is a cardenolide glycoside (CHEBI:38092)
Incoming Relation(s)
cerberin (CHEBI:75049) has functional parent neriifolin (CHEBI:7522)
IUPAC Name 
3β-(6-deoxy-3-O-methyl-α-L-glucopyranosyloxy)-14-hydroxy-5β-card-20(22)-enolide
Synonyms  Source
Digitoxigenin 3-(alpha-L-thevetoside)KEGG COMPOUND
NeriifolinKEGG COMPOUND
Manual XrefsDatabases
C00003632KNApSAcK
C08876KEGG COMPOUND
LMST01120021LIPID MAPS
Registry NumbersSources
Beilstein:100752Beilstein
CAS:466-07-9KEGG COMPOUND
CAS:466-07-9ChemIDplus
Citations